Not the prettiest, but maybe the most necessary: shearling-lined yet polished, they'll let you trek around post-blizzard without looking like Snooki or a clueless college student. And that's sorta priceless.
shearling-lined leather biker boots, $495, marc by marc jacobs, myluckymag.com
The ultimate people pleaser, combining the dude-appeal of tall boots with a ladylike shape your mom would love. (And that refined, fancy-looking cap toe detail? I kind of think everyone loves that.)